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1. 发明授权

US06307086B1 Method for producing long-chain glycine-N,N-diacetic acid derivatives 失效
标题翻译：制备长链甘氨酸-N，N-二乙酸衍生物的方法
公开(公告)号：US06307086B1
公开(公告)日：2001-10-23
申请号：US09463998
申请日：2000-03-21
申请人： Rainer Rahm , Thomas Greindl , Alfred Oftring , Guenter Oetter , Juergen Detering , Gerold Braun
发明人： Rainer Rahm , Thomas Greindl , Alfred Oftring , Guenter Oetter , Juergen Detering , Gerold Braun
IPC分类号： C07C25300
CPC分类号： C07C229/08 , C07C229/16 , C07C253/00 , C07C255/25
摘要： A process for preparing compounds of the formula IIb where R is C6-C30-alkyl or C6-C30-alkenyl, which may additionally have upto 5 hydroxyl groups, formyl groups, C1-C4-alkoxy groups, phenoxy groups or C1-C4-alkoxycarbonyl groups as substituents and may be interrupted by upto 5 nonadjacent oxygen atoms, or alkoxylate groups of the formula —(CH2)k—O—(A1O)m—(A2O)n—Y where A1 and A2 are, independently of one another, 1,2-alkylene groups having 2 to 4 carbon atoms, Y is hydrogen, C1-C12-alkyl, phenyl or C1-C4-alkoxycarbonyl, and k is 1, 2 or 3, and m and n are each numbers from 0 to 50, and the total of m+n must be at least 4, by reacting iminodiacetonitrile with aldehydes of the formula R—CHO and HCN or alkali metal cyanides, the process being carried out a) in the absence of an organic solvent and in the presence of a Lewis or Brönsted acid, or b) in the presence or absence of an organic solvent and in the presence of an emulsifier, or c) in the presence or absence of an organic solvent and under a pressure in the range from 1 to 40 bar.
摘要翻译：制备式IIb化合物的方法，其中R是C 6 -C 30 - 烷基或C 6 -C 30烯基，其可另外具有多达5个羟基，甲酰基，C 1 -C 4 - 烷氧基，苯氧基或C 1 -C 4 - 烷氧基羰基作为取代基，并且可以被至多5个不相邻的氧原子间隔或式 - （CH2）kO-（A1O）m-（A2O）nY的烷氧基化物，其中A1和A2彼此独立地为1,2 具有2至4个碳原子的亚烷基，Y是氢，C 1 -C 12 - 烷基，苯基或C 1 -C 4 - 烷氧基羰基，k是1,2或3，m和n各自为0至50，通过使亚氨基二乙腈与式R-CHO和HCN或碱金属氰化物的醛反应，所述m + n的总和必须至少为4，该方法在不存在有机溶剂的情况下进行，并且在Lewis的存在下或布朗斯台德酸，环）在存在或不存在有机溶剂的情况下和在乳化剂orc的存在下）在存在或不存在有机溶剂的情况下在1至40巴的压力范围内。

2. 发明授权

US06420593B2 Method for producing long-chain glycine-N,N-diacetic acid derivatives 失效
标题翻译：制备长链甘氨酸-N，N-二乙酸衍生物的方法
公开(公告)号：US06420593B2
公开(公告)日：2002-07-16
申请号：US09875995
申请日：2001-06-08
申请人： Rainer Rahm , Thomas Greindl , Alfred Oftring , Guenter Oetter , Juergen Detering , Gerold Braun
发明人： Rainer Rahm , Thomas Greindl , Alfred Oftring , Guenter Oetter , Juergen Detering , Gerold Braun
IPC分类号： C07C22904
CPC分类号： C07C229/08 , C07C229/16 , C07C253/00 , C07C255/25
摘要： A process for preparing compounds of the formula IIb where R is C6-C30-alkyl or C6-C30-alkenyl, which may additionally have upto 5 hydroxyl groups, formyl groups, C1-C4-alkoxy groups, phenoxy groups or C1-C4-alkoxycarbonyl groups as substituents and may be interrupted by upto 5 nonadjacent oxygen atoms, or alkoxylate groups of the formula —(CH2)k—O—(A1O)m—(A2O)n—Y where A1 and A2 are, independently of one another, 1,2-alkylene groups having 2 to 4 carbon atoms, Y is hydrogen, C1-C12-alkyl, phenyl or C1-C4-alkoxycarbonyl, and k is 1, 2 or 3, and m and n are each numbers from 0 to 50, and the total of m+n must be at least 4, by reacting iminodiacetonitrile with aldehydes of the formula R—CHO and HCN or alkali metal cyanides, the process being carried out a) in the absence of an organic solvent and in the presence of a Lewis or Brönsted acid, or b) in the presence or absence of an organic solvent and in the presence of an emulsifier, or c) in the presence or absence of an organic solvent and under a pressure in the range from 1 to 40 bar.
摘要翻译：制备式IIb化合物的方法，其中R是C 6 -C 30 - 烷基或C 6 -C 30烯基，其可另外具有多达5个羟基，甲酰基，C 1 -C 4 - 烷氧基，苯氧基或C 1 -C 4 - 烷氧基羰基作为取代基，并且可以被至多5个不相邻的氧原子间隔或式 - （CH2）kO-（A1O）m-（A2O）nY的烷氧基化物，其中A1和A2彼此独立地为1,2 具有2至4个碳原子的亚烷基，Y是氢，C 1 -C 12 - 烷基，苯基或C 1 -C 4 - 烷氧基羰基，k是1,2或3，m和n各自为0至50，通过使亚氨基二乙腈与式R-CHO和HCN或碱金属氰化物的醛反应，所述m + n的总和必须至少为4，该方法在不存在有机溶剂的情况下进行，并且在Lewis的存在下或布朗斯台德酸，环）在存在或不存在有机溶剂的情况下和在乳化剂orc的存在下）在存在或不存在有机溶剂的情况下在1至40巴的压力范围内。

3. 发明授权

US5849950A Preparation of glycine-N,N-diacetic acid derivatives 失效
标题翻译：甘氨酸-N，N-二乙酸衍生物的制备
公开(公告)号：US5849950A
公开(公告)日：1998-12-15
申请号：US653024
申请日：1996-05-24
申请人： Thomas Greindl , Alfred Oftring , Gerold Braun , Jochen Wild , Birgit Potthoff-Karl , Georg Schuh
发明人： Thomas Greindl , Alfred Oftring , Gerold Braun , Jochen Wild , Birgit Potthoff-Karl , Georg Schuh
IPC分类号： C07C227/18 , C07C227/26 , C07C229/16 , C07C229/00
CPC分类号： C07C227/26
摘要： Glycine-N,N-diacetic acid derivatives I ##STR1## where R is unsubstituted or substituted alkyl, alkenyl, alkoxylate groups, phenylalkyl, phenyl, a heterocyclic ring or a radical of the formula ##STR2## where A is an alkylene bridge or a chemical bond, and M is hydrogen, alkali metal, alkaline earth metal, ammonium or substituted ammonium in the appropriate stoichiometric amounts, are prepared by reacting A) corresponding 2-substituted glycines or 2-substituted glycinonitriles or doubled glycines of the formula ##STR3## or doubled glycinonitriles of the formula ##STR4## or precursors of the glycine derivatives named as starting material with formaldehyde and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 or B) iminodiacetonitrile or iminodiacetic acid with appropriate monoaldehydes of the formula R--CHO or dialdehydes of the formula OHC--A--CHO and hydrogen cyanide in aqueous medium at a pH of from 0 to 11 and, where appropriate, subsequent hydrolysis of nitrile functionalities which are present, where the starting material used comprises unpurified raw material derived from the industrial synthesis of glycine derivatives or their precursors or of iminodiacetonitrile or iminodiacetic acid, or mother liquors produced in such syntheses.
摘要翻译：甘氨酸-N，N-二乙酸衍生物I（I）其中R是未取代或取代的烷基，烯基，烷氧基化物，苯基烷基，苯基，杂环或下式的基团其中A是亚烷基桥或化学键，并且M是氢，碱金属，碱土金属，铵或取代的铵以适当的化学计量的量，通过使A）相应的2-取代的甘氨酸或2-取代的甘氨酸腈或式或者在水性介质中以甲醛和氰化氢命名为起始原料的甘氨酸衍生物的前体（pH值为0至11）或B）亚氨基二乙腈或亚氨基二乙酸与适当的单醛式R-CHO或式OHC-A-CHO的二醛和氰化氢在水介质中的pH为0至11，并且在适当的情况下随后水解腈官能团其中使用的起始材料包括衍生自甘氨酸衍生物或其前体或亚氨基乙腈或亚氨基二乙酸的工业合成的未纯化原料，或在这种合成中产生的母液。

4. 发明授权

US5817864A Process for the preparation of glycine-N, N-diacetic acid derivatives 失效
标题翻译：甘氨酸-N，N-二乙酸衍生物的制备方法
公开(公告)号：US5817864A
公开(公告)日：1998-10-06
申请号：US653023
申请日：1996-05-24
申请人： Thomas Greindl , Alfred Oftring , Gerold Braun , Jochen Wild , Birgit Potthoff-Karl , Georg Schuh
发明人： Thomas Greindl , Alfred Oftring , Gerold Braun , Jochen Wild , Birgit Potthoff-Karl , Georg Schuh
IPC分类号： C07C227/18 , C07C227/26 , C07C229/16 , C07C229/02
CPC分类号： C07C229/16 , C07C227/26
摘要： Glycine-N, N-diacetic acid derivatives are prepared by reacting corresponding 2-substituted glycines, 2-substituted glycinonitriles, doubled glycines, or precursors of the glycine derivatives with formaldehyde and alkali metal cyanide. The reaction is conducted in an aqueous medium at a pH of 8 to 14. From 0, 5 to 30% of the amount of alkali metal cyanide required for the reaction are added to the glycine derivatives or precursors thereof Subsequently, the remaining amount of alkali metal cyanide and the formaldehyde are simultaneously metered in over a period of from 0.5 to 12 hours.
摘要翻译：甘氨酸-N，N-二乙酸衍生物通过使相应的2-取代甘氨酸，2-取代的甘氨腈，双重甘氨酸或甘氨酸衍生物的前体与甲醛和碱金属氰化物反应来制备。该反应在pH为8〜14的水性介质中进行。将0.5〜30％的反应所需的碱金属氰化物加入甘氨酸衍生物或其前体中随后，剩余的碱量金属氰化物和甲醛在0.5至12小时的同时计量。

5. 发明申请

US20110004016A1 METHOD FOR THE PRODUCTION OF AMINODICARBOXYLIC ACID-N,N-DIACETIC ACIDS 有权
标题翻译：用于生产氨基甲酰氧基-N，N-二乙酸的方法
公开(公告)号：US20110004016A1
公开(公告)日：2011-01-06
申请号：US12919149
申请日：2009-03-02
申请人： Alfred Oftring , Armin Stamm , Friedrich Wirsing , Gerold Braun
发明人： Alfred Oftring , Armin Stamm , Friedrich Wirsing , Gerold Braun
IPC分类号： C07C227/18 , C07C229/24
CPC分类号： C07C227/18 , C07C229/24
摘要： The present invention relates to a method for the production of aminodicarboxylic acid-N,N,diacetic acids of the general Formula I, wherein X independently of one another represents hydrogen or an alkali metal and n represents a number 1 or 2. Furthermore, the invention relates to aminodicarboxylic acid-N,N-diacetic acids of high purity. The inventive method comprises the following steps: A.) reacting an aminodicarboxylic acid of the general Formula II, wherein X and n have the aforementioned meanings, with 0.8 to 1.2 mole equivalents of formaldehyde and with 0.8 to 1.2 mole equivalents of hydrocyanic acid; b) reacting the reaction products of step a) with 0.8 to 1.2 mole equivalents of hydrocyanic acid and with 0.8 to 1.2 mole equivalents of formaldehyde; c) hydrolyzing in the reaction product obtained in step b).
摘要翻译：本发明涉及一种制备通式I的氨基二羧酸-N，N-二乙酸的方法，其中X彼此独立地表示氢或碱金属，n表示数1或2.此外，本发明涉及高纯度的氨基二羧酸-N，N-二乙酸。本发明方法包括以下步骤：A.将具有上述含义的X和n的通式II的氨基二羧酸与0.8至1.2摩尔当量的甲醛和0.8至1.2摩尔当量的氢氰酸反应; b）使步骤a）的反应产物与0.8至1.2摩尔当量的氢氰酸和0.8至1.2摩尔当量的甲醛反应; c）在步骤b）中获得的反应产物中水解。

6. 发明授权

US08802894B2 Process for the preparation of aqueous solutions of methylglycine-N,N-diacetic acid trialkali metal salts 有权
标题翻译：制备甲基甘氨酸-N，N-二乙酸三烷基金属盐水溶液的方法
公开(公告)号：US08802894B2
公开(公告)日：2014-08-12
申请号：US13431381
申请日：2012-03-27
申请人： Alfred Oftring , Gerold Braun , Arnulf Lauterbach
发明人： Alfred Oftring , Gerold Braun , Arnulf Lauterbach
IPC分类号： C07C227/18
CPC分类号： C07C253/00 , C07C227/26 , C07C255/25 , C07C229/12
摘要： A process for preparing an aqueous solution of a methylglycine-N,N-diacetic acid trialkali metal salt at a high yield and purity by Strecker synthesis, the process including: reacting an aqueous solution containing α-alanine with formaldehyde and hydrocyanic acid, to obtain α-alanine-N,N-diacetonitrile in one reaction unit; and saponification of the α-alanine-N,N-diacetonitrile with a base, to obtain the methylglycine-N,N-diacetic acid trialkali metal salt, wherein the α-alanine is partially neutralized and the addition of formaldehyde and hydrocyanic acid are controlled such that a concentration of free hydrocyanic acid in the liquid reaction mixture at any time is limited such that secondary reactions that produce formaldehyde cyanohydrin, consecutive reactions of formaldehyde cyanohydrin, and the polymerization of hydrocyanic acid, only occur insofar as the specification requirements, such as nitrilotriacetic acid content and color, for methylglycine-N,N-diacetic acid trialkali metal salts are observed.
摘要翻译：一种通过Strecker合成以高产率和纯度制备甲基甘氨酸-N，N-二乙酸三烷基金属盐的水溶液的方法，该方法包括：使含有α-丙氨酸的水溶液与甲醛和氢氰酸反应，得到 α-丙氨酸-N，N-二乙腈在一个反应单元中; 并用碱对α-丙氨酸-N，N-二乙腈进行皂化，得到甲基甘氨酸-N，N-二乙酸三碱金属盐，其中α-丙氨酸被部分中和，加入甲醛和氢氰酸被控制使得在任何时候液体反应混合物中的游离氢氰酸的浓度受到限制，使得产生甲醛氰醇的二次反应，甲醛氰醇的连续反应和氢氰酸的聚合仅发生在规范要求的范围内，例如观察到甲基甘氨酸-N，N-二乙酸三烷基金属盐的次氮基三乙酸含量和颜色。

7. 发明授权

US07671234B2 Method for producing methylglycine-N,N-diethanoic acid-trialkali metal salts with a low by-product content 有权
标题翻译：具有低副产物含量的甲基甘氨酸-N，N-二乙酸 - 三烷基金属盐的制备方法
公开(公告)号：US07671234B2
公开(公告)日：2010-03-02
申请号：US11913597
申请日：2006-05-02
申请人： Alfred Oftring , Gerold Braun , Friedrich Wirsing , Armin Stamm , Kai-Uwe Baldenius
发明人： Alfred Oftring , Gerold Braun , Friedrich Wirsing , Armin Stamm , Kai-Uwe Baldenius
IPC分类号： C07C227/26 , C07C229/16
CPC分类号： C07C227/26 , C07C229/16
摘要： The invention relates to a process for preparing low-by-product, light-color methylglycine-N,N-diacetic acid tri(alkali metal) salt by alkaline hydrolysis of methylglycinediacetonitrile (MGDN), comprising the steps in the sequence (a) to (f): (a) mixing of MGDN with aqueous alkali at a temperature of ≦30° C.; (b) allowing the aqueous alkaline MGDN suspension to react at a temperature in the range from 10 to 30° C. over a period of from 0.1 to 10 h to form a solution; (c) allowing the solution from step (b) to react at a temperature in the range from 30 to 40° C. over a period of from 0.1 to 10 h; (d) optionally allowing the solution from step (c) to react at a temperature in the range from 50 to 80° C. over a period of from 0.5 to 2 h; (e) optionally allowing the solution from step (c) or (d) to react at a temperature in the range from 110 to 200° C. over a period of from 5 to 60 min; (f) hydrolysis and removal of ammonia of the solution obtained in step (c), (d) or (e) by stripping at a temperature of from 90 to 105° C.
摘要翻译：本发明涉及通过甲基甘氨二乙腈（MGDN）的碱水解制备低副产物，浅色甲基甘氨酸-N，N-二乙酸三（碱金属）盐的方法，包括步骤（a）至（f）：（a）在温度为30℃的温度下，将MGDN与碱水溶液混合; （b）使含水碱性MGDN悬浮液在10至30℃的温度下反应0.1至10小时以形成溶液; （c）允许来自步骤（b）的溶液在0.1至10小时的时间内在30至40℃的温度下反应; （d）任选地允许步骤（c）的溶液在0.5至2小时的时间内在50至80℃的温度下反应; （e）任选地允许来自步骤（c）或（d）的溶液在110至200℃的温度下在5至60分钟的时间内反应; （f）通过在90至105℃的温度下汽提来水解和除去在步骤（c），（d）或（e）中获得的溶液中的氨。

8. 发明申请

US20080194873A1 Method For Producing Methylglycine-N,N-Diethanoic Acid-Trialkali Metal Salts With A Low By-Product Content 有权
标题翻译：生产含有低副产物含量的甲基甘氨酸-N，N-二氢化萘 - 三碱金属盐的方法
公开(公告)号：US20080194873A1
公开(公告)日：2008-08-14
申请号：US11913597
申请日：2006-05-02
申请人： Alfred Oftring , Gerold Braun , Friedrich Wirsing , Armin Stamm , Kai-Uwe Baldenius
发明人： Alfred Oftring , Gerold Braun , Friedrich Wirsing , Armin Stamm , Kai-Uwe Baldenius
IPC分类号： C07C229/24
CPC分类号： C07C227/26 , C07C229/16
摘要： The invention relates to a process for preparing low-by-product, light-color methylglycine-N,N-diacetic acid tri(alkali metal) salt by alkaline hydrolysis of methylglycinediacetonitrile (MGDN), comprising the steps in the sequence (a) to (f): (a) mixing of MGDN with aqueous alkali at a temperature of ≦30° C.; (b) allowing the aqueous alkaline MGDN suspension to react at a temperature in the range from 10 to 30° C. over a period of from 0.1 to 10 h to form a solution; (c) allowing the solution from step (b) to react at a temperature in the range from 30 to 40° C. over a period of from 0.1 to 10 h; (d) optionally allowing the solution from step (c) to react at a temperature in the range from 50 to 80° C. over a period of from 0.5 to 2 h; (e) optionally allowing the solution from step (c) or (d) to react at a temperature in the range from 110 to 200° C. over a period of from 5 to 60 min; (f) hydrolysis and removal of ammonia of the solution obtained in step (c), (d) or (e) by stripping at a temperature of from 90 to 105° C.
摘要翻译：本发明涉及通过甲基甘氨二乙腈（MGDN）的碱水解制备低副产物，浅色甲基甘氨酸-N，N-二乙酸三（碱金属）盐的方法，包括步骤（a）至（f）：（a）在<= 30℃的温度下将MGDN与碱水溶液混合; （b）使含水碱性MGDN悬浮液在10至30℃的温度下反应0.1至10小时以形成溶液; （c）允许来自步骤（b）的溶液在0.1至10小时的时间内在30至40℃的温度下反应; （d）任选地允许步骤（c）的溶液在0.5至2小时的时间内在50至80℃的温度下反应; （e）任选地允许来自步骤（c）或（d）的溶液在110至200℃的温度下在5至60分钟的时间内反应; （f）通过在90至105℃的温度下汽提来水解和除去在步骤（c），（d）或（e）中获得的溶液中的氨。

9. 发明申请

US20060058544A1 Neutralization of isophorone nitrile synthesis products 失效
标题翻译：异佛尔酮腈合成产物的中和
公开(公告)号：US20060058544A1
公开(公告)日：2006-03-16
申请号：US10539134
申请日：2003-12-16
申请人： Alfred Oftring , Gerold Braun
发明人： Alfred Oftring , Gerold Braun
IPC分类号： C07C253/08
CPC分类号： C07C253/10 , C07C2601/14 , C07C255/46
摘要： The present invention relates to a process for preparing 3-cyano-3,5,5-trimethylcyclohexanone (isophoronenitrile) by reacting isophorone with hydrogen cyanide in the presence of a base as a catalyst to obtain a crude isophoronenitrile product, and subsequently distilling the crude isophoronenitrile product, with the addition before distillation of at least one specific sulfonic acid or specific carboxylic acid. In addition, the present invention relates to the use of a specific sulfonic acid or of a specific carboxylic acid as a neutralizing agent before distillation of a crude isophoronenitrile product which has been obtained by reacting isophorone with hydrogen cyanide in the presence of a base as a catalyst, in order to avoid precipitates in the neutralization of the base used as a catalyst with an acid.
摘要翻译：本发明涉及一种在碱作催化剂存在下使异佛尔酮与氰化氢反应来制备3-氰基-3,5,5-三甲基环己酮（异佛尔酮）的方法，得到粗异烟酰腈产物，然后蒸馏粗产物异佛尔酮腈产物，在蒸馏前加入至少一种特定的磺酸或特定的羧酸。此外，本发明涉及在蒸馏前的异丙醇腈产物时使用特定的磺酸或特定羧酸作为中和剂，所述产物是通过在碱存在下将异佛尔酮与氰化氢反应而得到的催化剂，以避免在用酸作为催化剂的碱的中和中沉淀。

10. 发明授权

US4952332A Detergents that contain acyl derivatives of dihydroxydioxane as bleach activators 失效
标题翻译：含有二羟基二恶烷的酰基衍生物作为漂白活化剂的洗涤剂
公开(公告)号：US4952332A
公开(公告)日：1990-08-28
申请号：US397890
申请日：1989-08-24
申请人： Rolf Fikentscher , Alfred Oftring , Werner Bochnitschek , Gerold Braun , Johannes Perner , Ulrich Kaluza , Hans-Ulrich Jaeger
发明人： Rolf Fikentscher , Alfred Oftring , Werner Bochnitschek , Gerold Braun , Johannes Perner , Ulrich Kaluza , Hans-Ulrich Jaeger
IPC分类号： C11D3/20 , C11D3/39 , C11D3/395 , D06L1/12 , D06L3/02
CPC分类号： C11D3/391
摘要： Pulverulent or water-free liquid detergents each essentially contain surfactants, builders, bleaching agents and effective amounts of compounds of the formula ##STR1## where R.sup.1 is for example C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted alkyl or C.sub.3 -C.sub.8 -alkenyl, and R.sup.2 and R.sup.3 are each for example H or C.sub.1 -C.sub.16 -alkyl, as bleach activators for peroxides.
摘要翻译：粉末或无水液体洗涤剂各自基本上含有表面活性剂，助洗剂，漂白剂和有效量的式（I）的化合物，其中R 1是例如C 1 -C 8 - 烷基，取代或未取代的烷基或C 3 -C 8 - 烯基，R 2和R 3各自为例如H或C 1 -C 16 - 烷基，作为过氧化物的漂白活化剂。

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